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Our top choices for Ashland vacation homes

Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (3 reviews)
"Grandview of Ashland was a beautiful home!! It was super clean and the views of the valley were amazing. Our entire party had a wonderful time and would 100% stay there again. Highly recommend!"
United States
Paul
The price is ¥34,027
¥63,279 total
includes taxes & fees
Feb 2 - Feb 3
Grandview of Ashland

Creekside Commons Guesthouse

Creekside Commons Guesthouse
2.0 star property
Ashland
The price is ¥15,819
¥22,479 total
includes taxes & fees
Jan 21 - Jan 22
Creekside Commons Guesthouse

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is ¥17,283
¥40,251 total
includes taxes & fees
Jan 22 - Jan 23
Barclay Klum House by WanderLodges

Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (3 reviews)
"Thoughtfully arranged and provisioned. A hidden gem."
United States
Jerald
The price is ¥19,699
¥34,130 total
includes taxes & fees
Feb 10 - Feb 11
Hanna's House by WanderLodges

The Red Dragon House

The Red Dragon House
Ashland
10.0 out of 10, Exceptional, (105 reviews)
"The best part, among many others, about staying at The Red Dragon House is the hosts, Mike and Mindy."
United States
Carol C.
The price is ¥28,303
¥31,938 total
includes taxes & fees
Jan 24 - Jan 25
The Red Dragon House

Chateau Herb ~ Miranda Carriage House Apt

Chateau Herb ~ Miranda Carriage House Apt
Ashland
9.6 out of 10, Exceptional, (5 reviews)
"Nice place to stay, with full kitchen, and a close drive to downtown Ashland. The AC stopped and the staff were very responsive and provided."
United States
Catherine J.
The price is ¥24,061
¥34,378 total
includes taxes & fees
Jan 21 - Jan 22
Chateau Herb ~ Miranda Carriage House Apt

Hot tub | Sauna |Firepit |Sleeps 6!

Hot tub | Sauna |Firepit |Sleeps 6!
Ashland
10.0 out of 10, Exceptional, (3 reviews)
"Great home in a nice location with a wonderful view. Well-appointed and clean. "
United States
Ryan G.
The price is ¥34,612
¥75,954 total
includes taxes & fees
Jan 21 - Jan 22
Hot tub | Sauna |Firepit |Sleeps 6!

Barclay Klum House | Walk to Downtown | Soaking Tub & Gourmet Kitchen

Barclay Klum House | Walk to Downtown | Soaking Tub & Gourmet Kitchen
Ashland
10.0 out of 10, Exceptional, (3 reviews)
"Lovely stay in a nicely restored historic home. We were very comfortable and the location is great in central Ashland."
United States
Casey K.
The price is ¥20,002
¥46,753 total
includes taxes & fees
Jan 22 - Jan 23
Barclay Klum House | Walk to Downtown | Soaking Tub & Gourmet Kitchen

Cabin #15 at Hyatt Lake Resort

Cabin #15 at Hyatt Lake Resort
Jackson County
The price is ¥29,265
¥47,465 total
includes taxes & fees
Feb 2 - Feb 3
Cabin #15 at Hyatt Lake Resort

Swank Boutique Suites | Double Shower

Swank Boutique Suites | Double Shower
Historic Railroad District
10.0 out of 10, Exceptional, (2 reviews)
"Great stay. Very little traffic noise from E Main St. Comfortable room and unique double shower. A "
United States
Brent S.
The price is ¥19,765
¥25,565 total
includes taxes & fees
Jan 27 - Jan 28
Swank Boutique Suites | Double Shower

Gorgeous Lakeside BarnHOUSE + SAUNA!

Gorgeous Lakeside BarnHOUSE + SAUNA!
Ashland
8.8 out of 10, Excellent, (5 reviews)
"House was very clean and taken care of. A beautiful destination right across the street from lake access. Went down with a group and had an excellent stay!"
United States
Hannah D.
The price is ¥39,722
¥51,396 total
includes taxes & fees
Feb 1 - Feb 2
Gorgeous Lakeside BarnHOUSE + SAUNA!

Cabin #5 at Hyatt Lake Resort

Cabin #5 at Hyatt Lake Resort
Jackson County
The price is ¥24,519
¥41,268 total
includes taxes & fees
Jan 25 - Jan 26
Cabin #5 at Hyatt Lake Resort

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Ashland
10.0 out of 10, Exceptional, (62 reviews)
"The property was beautiful, clean and as advertised. Easy accessibility to the town and a nice, safe neighborhood. We had a wonderful stay, thank you!"
United States
Dave N.
The price is ¥22,938
¥69,496 total
includes taxes & fees
Jan 21 - Jan 22
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7 reviews)
"This place was a 10/10! Made a big breakfast for my friends. Grocery store very close. I will be returning!"
United States
Montgomery
The price is ¥32,992
¥61,293 total
includes taxes & fees
Jan 21 - Jan 22
The Mountain Ave House by WanderLodges

Downtown Ashland House - Walk to Plaza and OSF!

Downtown Ashland House - Walk to Plaza and OSF!
Ashland
9.8 out of 10, Exceptional, (44 reviews)
"Comfortable house & coveniently located a short walk to downtown Ashland's Main Street restaurants, shops & Oregon Shakespeare Festival theaters."
United States
Richard S.
The price is ¥19,774
¥56,472 total
includes taxes & fees
Jan 21 - Jan 22
Downtown Ashland House - Walk to Plaza and OSF!

Moody Ashland Escape: Luxe Suite, Copper Tub

Moody Ashland Escape: Luxe Suite, Copper Tub
Historic Railroad District
10.0 out of 10, Exceptional, (2 reviews)
"We really enjoyed our overnight stay. The place is centrally located, easy walking distance to downtown, and cozy. We loved the heated bathroom floors and the decor. Nice off street parking. Highly recommend. "
United States
Jon W.
The price is ¥25,457
¥32,264 total
includes taxes & fees
Feb 17 - Feb 18
Moody Ashland Escape: Luxe Suite, Copper Tub

East Main Downtown Bungalow

East Main Downtown Bungalow
Historic Railroad District
9.4 out of 10, Exceptional, (43 reviews)
"Great location "
United States
Patrick D.
The price is ¥14,800
¥33,428 total
includes taxes & fees
Jan 26 - Jan 27
East Main Downtown Bungalow

Charming house two blocks from downtown Ashland

Charming house two blocks from downtown Ashland
Historic Railroad District
9.4 out of 10, Exceptional, (10 reviews)
"Well located, nice house!"
United States
Tom J.
The price is ¥25,152
¥49,211 total
includes taxes & fees
Jan 21 - Jan 22
Charming house two blocks from downtown Ashland

Hanna`s House | Downtown Retreat, Steps to OSF

Hanna`s House | Downtown Retreat, Steps to OSF
Historic Railroad District
10.0 out of 10, Exceptional, (170 reviews)
"Excellent quaint cottage….great location….easy check in….very well stocked and very comfortable….second year at this cottage and will be back next year!!"
United States
Jim L.
The price is ¥22,437
¥42,317 total
includes taxes & fees
Feb 5 - Feb 6
Hanna`s House | Downtown Retreat, Steps to OSF

Artsy Downtown Historical House: Steps to Shakespeare

Artsy Downtown Historical House: Steps to Shakespeare
Historic Railroad District
9.4 out of 10, Exceptional, (3 reviews)
"I've been visiting Ashland for 15 years, and The Matriarch (also known as the Swank House) is by far the best location I've ever stayed in. It's beautifully classy, incredibly comfortable, and perfectly situated—just a short walk to everything I love: the Cabaret, Lithia Park, restaurants, and shopping. I especially appreciated being able to drop off purchases or refrigerate leftovers in between outings—so convenient!The communication was seamless: clear, accommodating, and never intrusive. The...
United States
Eileen B.
The price is ¥34,011
¥68,615 total
includes taxes & fees
Jan 21 - Jan 22
Artsy Downtown Historical House: Steps to Shakespeare
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ashland Hotel Reviews

Find out more about Ashland

Ashland Vacation Homes information

Number of reviews
446
Accommodation
254 Vacation Homes
Lowest Price
¥25,565
Highest Price
¥75,954